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N-[4-(2-Chloro-phenyl)-pyridin-3-yl]-2,2-dimethyl-propionamide → 4-(2-Chlorophenyl)pyridin-3-amine

HRID 379380
ノート
印刷プレビュー

反応式

HRID 379380 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][C:9]=1[NH:14]C(=O)C(C)(C)C>Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][C:9]=1[NH2:14]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

3

反応物 1

HCID 18403361N-[4-(2-Chloro-phenyl)-pyridin-3-yl]-2,2-dimethyl-propionamide

生成物 1

HCID 184033604-(2-Chlorophenyl)pyridin-3-amine収率 95%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

反応条件

温度
92.5 °C

実験手順

A suspension of 22.2 g (77 mmol) N-[4-(2-chloro-phenyl)-pyridin-3-yl]-2,2-dimethyl-propionamide in 730 ml 3 N hydrochloric acid solution was heated to 90-95° C. overnight. The reaction mixture was cooled to room temperature, washed with three 130 ml portions diethyl ether and 500 ml ethyl acetate were added. The aqueous phase was adjusted to pH 7-8 by addition of 28% sodium hydroxide solution under ice cooling. The organic phase was separated and the product was extracted with three 200 ml portions of ethyl acetate. The combined organic layers were dried (magnesium sulfate) and evaporated to give 14.9 g (95%) of the title compound as white crystals.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. washwashed with three 130 ml portions diethyl ether and 500 ml ethyl acetate
  3. additionwere added
  4. additionThe aqueous phase was adjusted to pH 7-8 by addition of 28% sodium hydroxide solution under ice cooling
  5. customThe organic phase was separated
  6. extractionthe product was extracted with three 200 ml portions of ethyl acetate
  7. dry with materialThe combined organic layers were dried (magnesium sulfate)
  8. customevaporated

出典と根拠

ORDレコード
ord-aa1e10b85d444d7ca47bb55218a2a504
出典データセット
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06297375B1

反応ノート

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